Stenusin

Stenusin
Names
	IUPAC name 1-Ethyl-3-(2-methylbutyl)-piperidine
	Other names N-Ethyl-3-(2-methylbutyl)piperidine; Stenusine;
Identifiers
CAS Number	54985-88-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:68995;
ChemSpider	2284770;
MeSH	stenusin
PubChem CID	3016925;
CompTox Dashboard (EPA)	DTXSID40970334 ;
	InChI InChI=DYZADDXQHPDPNW-UHFFFAOYSA-N;
	SMILES CCC(C)CC1CCCN(C1)CC;
Properties
Chemical formula	C12H25N
Molar mass	183.339 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Stenusin is a piperidine alkaloid molecule synthesized by rove beetles of the genus Stenus. By lowering its abdomen and releasing stenusin, this genus of rove beetle are able to quickly escape predators through a process called skimming.^[1] Skimming is caused by the low surface tension of stenusin, which rapidly spreads over water surfaces when emitted and allows the beetle to glide away from danger.^[2]

^ Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Biosynthesis of Stenusine. Journal of Natural Products. 2008, 71 (5), 743-745.doi:10.1021/np070310w
^ Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Stenusine, an antimicrobial agent in the rove beetle genus Stenus (Coleoptera, Staphylinidae). Naturwissenschaften. 2008, 95, 751-755. doi:10.1007/s00114-008-0374-z

[biosynthesis-1] Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Biosynthesis of Stenusine. Journal of Natural Products. 2008, 71 (5), 743-745.doi:10.1021/np070310w

[2] Lusebrink, Inka; Dettner, Konrad; Seifert, Karlheinz. Stenusine, an antimicrobial agent in the rove beetle genus Stenus (Coleoptera, Staphylinidae). Naturwissenschaften. 2008, 95, 751-755. doi:10.1007/s00114-008-0374-z

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